EP1517969B1 - Latexanstrich zusammensetzungen und beschichtungen - Google Patents
Latexanstrich zusammensetzungen und beschichtungen Download PDFInfo
- Publication number
- EP1517969B1 EP1517969B1 EP03724552A EP03724552A EP1517969B1 EP 1517969 B1 EP1517969 B1 EP 1517969B1 EP 03724552 A EP03724552 A EP 03724552A EP 03724552 A EP03724552 A EP 03724552A EP 1517969 B1 EP1517969 B1 EP 1517969B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- paint composition
- moiety
- integer
- acrylic polymer
- fluorochemical
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000003973 paint Substances 0.000 title claims abstract description 137
- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 239000004816 latex Substances 0.000 title claims abstract description 61
- 229920000126 latex Polymers 0.000 title claims abstract description 61
- 238000000576 coating method Methods 0.000 title claims abstract description 21
- -1 heptafluoropropanesulfonamido, nonafluorobutanesulfonamido, undecafluoropentanesulfonamido Chemical group 0.000 claims abstract description 52
- 239000000654 additive Substances 0.000 claims abstract description 49
- 229920000642 polymer Polymers 0.000 claims abstract description 41
- 230000000996 additive effect Effects 0.000 claims abstract description 37
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 33
- 239000000049 pigment Substances 0.000 claims abstract description 32
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 28
- 238000000034 method Methods 0.000 claims abstract description 17
- 239000002562 thickening agent Substances 0.000 claims abstract description 16
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims abstract description 13
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims abstract description 12
- 125000005529 alkyleneoxy group Chemical group 0.000 claims abstract description 12
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims abstract description 11
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims abstract description 11
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims abstract description 10
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims abstract description 7
- 229920002554 vinyl polymer Polymers 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 18
- 239000002689 soil Substances 0.000 claims description 18
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 claims description 16
- 239000011737 fluorine Substances 0.000 claims description 16
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 15
- 239000011248 coating agent Substances 0.000 claims description 13
- 239000001257 hydrogen Substances 0.000 claims description 12
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 239000000758 substrate Substances 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 7
- 239000007795 chemical reaction product Substances 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 150000003512 tertiary amines Chemical class 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 150000001768 cations Chemical group 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 230000009477 glass transition Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 18
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 17
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 16
- 239000007787 solid Substances 0.000 description 13
- 238000012360 testing method Methods 0.000 description 13
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 12
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 239000000178 monomer Substances 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 11
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 11
- 239000000463 material Substances 0.000 description 10
- 229920001983 poloxamer Polymers 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 238000005259 measurement Methods 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 description 8
- 239000004615 ingredient Substances 0.000 description 8
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 7
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 7
- 239000004606 Fillers/Extenders Substances 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- 238000010992 reflux Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- 235000010755 mineral Nutrition 0.000 description 6
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 6
- LUYQYZLEHLTPBH-UHFFFAOYSA-N perfluorobutanesulfonyl fluoride Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O LUYQYZLEHLTPBH-UHFFFAOYSA-N 0.000 description 6
- 238000010998 test method Methods 0.000 description 6
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 description 5
- 229920005692 JONCRYL® Polymers 0.000 description 5
- BHFJBHMTEDLICO-UHFFFAOYSA-N Perfluorooctylsulfonyl fluoride Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)S(F)(=O)=O BHFJBHMTEDLICO-UHFFFAOYSA-N 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 5
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000001704 evaporation Methods 0.000 description 5
- 230000008020 evaporation Effects 0.000 description 5
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 description 5
- 229920001451 polypropylene glycol Polymers 0.000 description 5
- 229920005604 random copolymer Polymers 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- DAFHKNAQFPVRKR-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)C DAFHKNAQFPVRKR-UHFFFAOYSA-N 0.000 description 4
- GFZPUWKGPNHWHD-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluoro-n-methylbutane-1-sulfonamide Chemical compound CNS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F GFZPUWKGPNHWHD-UHFFFAOYSA-N 0.000 description 4
- LAQYHRQFABOIFD-UHFFFAOYSA-N 2-methoxyhydroquinone Chemical compound COC1=CC(O)=CC=C1O LAQYHRQFABOIFD-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 229920002125 Sokalan® Polymers 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- 235000010216 calcium carbonate Nutrition 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000004927 clay Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 235000015096 spirit Nutrition 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- DSRUAYIFDCHEEV-UHFFFAOYSA-N 1,1,2,2,3,3,4,4,4-nonafluoro-n-(2-hydroxyethyl)-n-methylbutane-1-sulfonamide Chemical compound OCCN(C)S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F DSRUAYIFDCHEEV-UHFFFAOYSA-N 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 102000002322 Egg Proteins Human genes 0.000 description 3
- 108010000912 Egg Proteins Proteins 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 229910016855 F9SO2 Inorganic materials 0.000 description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical class COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 3
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000004851 dishwashing Methods 0.000 description 3
- 210000003278 egg shell Anatomy 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 3
- 238000000518 rheometry Methods 0.000 description 3
- 239000000377 silicon dioxide Substances 0.000 description 3
- 230000003068 static effect Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 235000010215 titanium dioxide Nutrition 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 229940010698 activated attapulgite Drugs 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 231100000693 bioaccumulation Toxicity 0.000 description 2
- 230000003115 biocidal effect Effects 0.000 description 2
- 239000003139 biocide Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000004581 coalescence Methods 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 125000004386 diacrylate group Chemical group 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 2
- 239000010410 layer Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- RUOPINZRYMFPBF-UHFFFAOYSA-N pentane-1,3-diol Chemical compound CCC(O)CCO RUOPINZRYMFPBF-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000011343 solid material Substances 0.000 description 2
- 150000003460 sulfonic acids Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000004408 titanium dioxide Substances 0.000 description 2
- QZHDEAJFRJCDMF-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F QZHDEAJFRJCDMF-UHFFFAOYSA-M 0.000 description 1
- VWNAITWBRLKIIS-UHFFFAOYSA-N 1-sulfanylpropane-1,1-diol Chemical compound CCC(O)(O)S VWNAITWBRLKIIS-UHFFFAOYSA-N 0.000 description 1
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- MFYSUUPKMDJYPF-UHFFFAOYSA-N 2-[(4-methyl-2-nitrophenyl)diazenyl]-3-oxo-n-phenylbutanamide Chemical compound C=1C=CC=CC=1NC(=O)C(C(=O)C)N=NC1=CC=C(C)C=C1[N+]([O-])=O MFYSUUPKMDJYPF-UHFFFAOYSA-N 0.000 description 1
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- UMZJQMQMTKOWEL-UHFFFAOYSA-N 2-sulfonylethyl prop-2-enoate Chemical compound C=CC(=O)OCC=S(=O)=O UMZJQMQMTKOWEL-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
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- 0 C*(N(*)*)OC(C(*)=C)=O Chemical compound C*(N(*)*)OC(C(*)=C)=O 0.000 description 1
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- 239000004166 Lanolin Substances 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical group [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
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- 229910006069 SO3H Inorganic materials 0.000 description 1
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- 239000005083 Zinc sulfide Substances 0.000 description 1
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- 239000002280 amphoteric surfactant Substances 0.000 description 1
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- CJDPJFRMHVXWPT-UHFFFAOYSA-N barium sulfide Chemical compound [S-2].[Ba+2] CJDPJFRMHVXWPT-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
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- ABDBNWQRPYOPDF-UHFFFAOYSA-N carbonofluoridic acid Chemical class OC(F)=O ABDBNWQRPYOPDF-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
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- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
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- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 230000003292 diminished effect Effects 0.000 description 1
- NKZSPGSOXYXWQA-UHFFFAOYSA-N dioxido(oxo)titanium;lead(2+) Chemical compound [Pb+2].[O-][Ti]([O-])=O NKZSPGSOXYXWQA-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
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- 238000009472 formulation Methods 0.000 description 1
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- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
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- 125000000555 isopropenyl group Chemical group [H]\C([H])=C(\*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 235000013310 margarine Nutrition 0.000 description 1
- 239000003264 margarine Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- CRVGTESFCCXCTH-UHFFFAOYSA-N methyl diethanolamine Chemical compound OCCN(C)CCO CRVGTESFCCXCTH-UHFFFAOYSA-N 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical compound [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000004812 organic fluorine compounds Chemical class 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- RVTZCBVAJQQJTK-UHFFFAOYSA-N oxygen(2-);zirconium(4+) Chemical compound [O-2].[O-2].[Zr+4] RVTZCBVAJQQJTK-UHFFFAOYSA-N 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000013618 particulate matter Substances 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229950003332 perflubutane Drugs 0.000 description 1
- JGTNAGYHADQMCM-UHFFFAOYSA-N perfluorobutanesulfonic acid Chemical class OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F JGTNAGYHADQMCM-UHFFFAOYSA-N 0.000 description 1
- YFSUTJLHUFNCNZ-UHFFFAOYSA-N perfluorooctane-1-sulfonic acid Chemical class OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YFSUTJLHUFNCNZ-UHFFFAOYSA-N 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 230000000135 prohibitive effect Effects 0.000 description 1
- ARJOQCYCJMAIFR-UHFFFAOYSA-N prop-2-enoyl prop-2-enoate Chemical compound C=CC(=O)OC(=O)C=C ARJOQCYCJMAIFR-UHFFFAOYSA-N 0.000 description 1
- 238000012429 release testing Methods 0.000 description 1
- 239000005871 repellent Substances 0.000 description 1
- 230000002940 repellent Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 235000014214 soft drink Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052984 zinc sulfide Inorganic materials 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated esters
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D135/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least another carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D135/06—Copolymers with vinyl aromatic monomers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/14—Homopolymers or copolymers of esters of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
- C08L33/16—Homopolymers or copolymers of esters containing halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
- C08L71/02—Polyalkylene oxides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Claims (15)
- Latexanstrichzusammensetzung umfassend (a) ein Polymer mit mischpolymerisierten Einheiten, die Einheiten, die von Styrol, Methylstyrol, einem Vinyl oder Kombinationen davon abgeleitet sind, und Einheiten, die von einem oder mehreren Acrylaten, Methacrylaten, Acrylnitril oder Kombinationen davon abgeleitet sind, umfassen, (b) ein Deckpigment, (c) ein Verdickungsmittel, das kein Zellulosederivat ist, und (d) mindestens etwa 0,05 Prozent Gewicht pro Volumen eines fluorhaltigen Acrylpolymerzusatzstoffs, der (1) mindestens eine Perfluoralkyleinheit, die aus der Gruppe ausgewählt ist, die aus Heptafluorpropansulfonamid-, Nonafluorbutansulfonamid-, Undecafluorpentansulfonamid- und Tridecafluorhexansulfonamideinheiten besteht, und (2) mindestens einen Polyoxyalkylenblock, der mindestens eine Alkylenoxyeinheit umfasst, umfasst; wobei der fluorhaltige Acrylpolymerzusatzstoff bezogen auf das Gesamtgewicht des fluorhaltigen Acrylpolymers etwa 5 bis etwa 30 Gewichtsprozent an Kohlenstoff gebundenes Fluor umfasst und wobei die Latexanstrichzusammensetzung eine Pigmentvolumenkonzentration von mindestens 20% und unter ihrer kritischen Pigmentvolumenkonzentration aufweist.
- Anstrichzusammensetzung nach Anspruch 1, wobei die Perfluoralkyleinheit Nonafluorbutansulfonamid ist.
- Anstrichzusammensetzung nach Anspruch 1, wobei der fluorhaltige Acrylpolymerzusatzstoff ferner eine anionische, wasserlöslich-machende, polare Gruppe umfasst.
- Anstrichzusammensetzung nach Anspruch 1, wobei der fluorhaltige Acrylpolymerzusatzstoff aus denen ausgewählt ist, die mit der folgenden allgemeinen Formel dargestellt werden:
eine Bindung in einer polymerisierbaren Kette oder in einer Polymerkette ist;
R, R1 und R2 jeweils unabhängig Wasserstoff oder ein Alkyl mit 1 bis 4 Kohlenstoffatomen sind;R3 mindestens eine oder mehrere unverzweigte oder verzweigte Alkylenoxygruppen, die miteinander verbunden sind und 2 bis 6 Kohlenstoffatome aufweisen, oder eine unverzweigte oder verzweigte Alkylengruppe mit 12 bis 20 Kohlenstoffatomen ist;n eine ganze Zahl von 2 bis 10 ist undx, y und z ganze Zahlen von mindestens 1 sind. - Anstrichzusammensetzung nach Anspruch 4, wobei R3 eine Gruppe ist, die aus denen ausgewählt ist, die mit den folgenden allgemeinen Formeln dargestellt werden:
(EO)p-(PO)q-(EO)p oder (PO)q-(EO)p-(PO)q
wobei:EO eine Ethylenoxyeinheit ist;PO eine Propylenoxyeinheit ist;p eine ganze Zahl von 1 bis etwa 165 ist undq eine ganze Zahl von 0 bis etwa 55 ist. - Anstrichzusammensetzung nach Anspruch 1, wobei der fluorhaltige Acrylpolymerzusatzstoff das Reaktionsprodukt umfasst aus:(i) einer Verbindung, die mit der folgenden allgemeinen Formel dargestellt wird:
(ii) einer Verbindung, die aus der Gruppe ausgewählt ist, die aus
(iii) einer Verbindung, die mit der folgenden allgemeinen Formel dargestellt wird:wobei:
R, R1, R2, R' Wasserstoff oder ein Alkyl mit 1 bis 4 Kohlenstoffatomen sind,n eine ganze Zahl von 2 bis etwa 10 ist,EO eine Ethylenoxyeinheit ist,PO eine Propylenoxyeinheit ist,p eine ganze Zahl von 1 bis etwa 130 ist,q eine ganze Zahl von 0 bis etwa 55 ist,n' eine ganze Zahl von 1 bis etwa 10 ist undM Wasserstoff oder ein Kation ist. - Anstrichzusammensetzung nach Anspruch 1, wobei der fluorhaltige Acrylpolymerzusatzstoff das Reaktionsprodukt umfasst aus:(i) einer Verbindung, die mit der folgenden allgemeinen Formel dargestellt wird:
(ii) einer Verbindung, die aus der Gruppe ausgewählt ist, die aus
(iii) einer Verbindung, die mit der folgenden allgemeinen Formel dargestellt wird:wobei:
M-O-C(=O)-C(R2)=CH2
R, R1, R2 und R' unabhängig Wasserstoff oder ein Alkyl mit 1 bis 4 Kohlenstoffatomen sind, n eine ganze Zahl von 2 bis etwa 10 ist,EO eine Ethylenoxyeinheit ist,PO eine Propylenoxyeinheit ist,p eine ganze Zahl von 1 bis etwa 130 ist,q eine ganze Zahl von 0 bis etwa 55 ist undM H, Kalium, Natrium, Ammonium oder ein protoniertes tertiäres Amin ist. - Anstrichzusammensetzung nach Anspruch 6 oder Anspruch 7, wobei der fluorhaltige Acrylpolymerzusatzstoff das Reaktionsprodukt aus (i), (ii), (iii) und (iv) umfasst, wobei (iv) eine Verbindung ist, die mit der folgenden allgemeinen Formel dargestellt wird:
AO-C(=O)C(R2)=CH2
wobei:A eine aminhaltige Gruppe oder ein Alkyl mit 12 bis 20 Kohlenstoffatomen ist. - Anstrichzusammensetzung nach Anspruch 1, wobei die mischpolymerisierten Einheiten mindestens 40 Molprozent Einheiten, die von Styrol, Methylstyrol oder Kombinationen davon abgeleitet sind, und mindestens 10 Molprozent Einheiten, die von einem oder mehreren Acrylaten, Methacrylaten, Acrylnitril oder Kombinationen davon abgeleitet sind, umfassen.
- Anstrichzusammensetzung nach Anspruch 9, wobei die mischpolymerisierten Einheiten Einheiten umfassen, die von 2-Ethylhexylacrylat abgeleitet sind.
- Anstrichzusammensetzung nach Anspruch 1, wobei das Polymer eine Glasübergangstemperatur zwischen 21°C und 95°C aufweist.
- Anstrichzusammensetzung nach Anspruch 1, wobei das Deckpigment einen Brechungsindex von über etwa 1,8 aufweist.
- Anstrichzusammensetzung nach Anspruch 1, wobei der Latexanstrich ferner ein Mattierungsmittel umfasst und einen Glanz bei 85° von unter oder gleich etwa 20 aufweist.
- Anstrichzusammensetzung nach Anspruch 1, wobei der Latexanstrich eine Pigmentvolumenkonzentration von unter etwa 55% aufweist.
- Verfahren, mit dem einer Latexanstrichbeschichtung eine Flecken- und Schmutzbeständigkeit verliehen wird, das die Schritte umfasst:(a) Bereitstellen einer Latexanstrichzusammensetzung umfassend (1) ein Polymer mit mischpolymerisierten Einheiten, die Einheiten, die von Styrol, Methylstyrol, einem Vinyl oder Kombinationen davon abgeleitet sind, und Einheiten, die von einem oder mehreren Acrylaten, Methacrylaten, Acrylnitril oder Kombinationen davon abgeleitet sind, umfassen, (2) ein Deckpigment und (3) ein Verdickungsmittel, das kein Zellulosederivat ist, wobei der Latexanstrich eine Pigmentvolumenkonzentration von mindestens 20% und unter seiner kritischen Pigmentvolumenkonzentration aufweist;(b) Hinzugeben von mindestens etwa 0,05 Prozent Gewicht pro Volumen eines fluorhaltigen Acrylpolymerzusatzstoffs zu der Latexanstrichzusammensetzung, der (1) mindestens eine Perfluoralkyleinheit, die aus der Gruppe ausgewählt ist, die aus Heptafluorpropansulfonamid-, Nonafluorbutansulfonamid-, Undecafluorpentansulfonamid- und Tridecafluorhexansulfonamidkomponenten besteht, und (2) mindestens einen Polyoxyalkylenblock, der mindestens eine Alkylenoxyeinheit umfasst, umfasst, wobei das fluorhaltige Acrylpolymer bezogen auf das Gesamtgewicht des fluorhaltigen Acrylpolymers etwa 5 bis etwa 30 Gewichtsprozent an Kohlenstoff gebundenes Fluor aufweist;(c) Aufbringen der aus (b) resultierenden Zusammensetzung auf eine Trägeroberfläche und(d) Trocknen lassen der resultierenden Zusammensetzung, sodass eine Beschichtung mit einer mit Fluor angereicherten Oberfläche auf der Trägeroberfläche gebildet wird.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US183176 | 2002-06-25 | ||
| US10/183,176 US7041727B2 (en) | 2002-06-25 | 2002-06-25 | Latex paint compositions and coatings |
| PCT/US2003/014831 WO2004000957A1 (en) | 2002-06-25 | 2003-05-13 | Latex paint compositions and coatings |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1517969A1 EP1517969A1 (de) | 2005-03-30 |
| EP1517969B1 true EP1517969B1 (de) | 2007-07-18 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP03724552A Expired - Lifetime EP1517969B1 (de) | 2002-06-25 | 2003-05-13 | Latexanstrich zusammensetzungen und beschichtungen |
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|---|---|
| US (1) | US7041727B2 (de) |
| EP (1) | EP1517969B1 (de) |
| JP (1) | JP2005530888A (de) |
| CN (1) | CN100509972C (de) |
| AT (1) | ATE367422T1 (de) |
| AU (1) | AU2003230375A1 (de) |
| BR (1) | BR0312055A (de) |
| CA (1) | CA2490503C (de) |
| DE (1) | DE60315029T2 (de) |
| MX (1) | MXPA05000118A (de) |
| WO (1) | WO2004000957A1 (de) |
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| US6881782B2 (en) * | 2002-11-06 | 2005-04-19 | 3M Innovative Properties Company | Latex paint compositions and coatings |
| US20050145134A1 (en) * | 2003-12-30 | 2005-07-07 | Petrin Jason T. | Latex paint compositions and coatings |
| KR100841161B1 (ko) * | 2004-04-05 | 2008-06-24 | 다이킨 고교 가부시키가이샤 | 불소 함유 중합체를 포함하는 오물 이탈제 |
| ATE505447T1 (de) * | 2004-09-02 | 2011-04-15 | 3M Innovative Properties Co | Verfahren zur behandlung von porösem stein, bei dem eine fluorchemische zusammensetzung verwendet wird |
| US7758954B2 (en) * | 2005-08-18 | 2010-07-20 | James Hardie Technology Limited | Coated substrate having one or more cross-linked interfacial zones |
| US7425374B2 (en) * | 2005-12-22 | 2008-09-16 | 3M Innovative Properties Company | Fluorinated surfactants |
| BRPI0719929A2 (pt) * | 2006-12-07 | 2014-03-11 | 3M Innovative Properties Co | Partículas que compreendem um siloxano fluorado e métodos de preparo e uso das mesmas |
| US20080153963A1 (en) | 2006-12-22 | 2008-06-26 | 3M Innovative Properties Company | Method for making a dispersion |
| CN101578331B (zh) * | 2007-01-05 | 2012-12-12 | 塔明克公司 | 低挥发的化合物有机油漆用的胺中和剂 |
| US20100025038A1 (en) * | 2007-01-19 | 2010-02-04 | Savu Patricia M | Methods of using stable hydrocarbon foams |
| US8176981B2 (en) * | 2007-01-19 | 2012-05-15 | 3M Innovative Properties Company | Fluorinated surfactants and methods of using the same |
| EP2160439A4 (de) * | 2007-06-28 | 2013-12-04 | Hardie James Technology Ltd | Farbenformulierung für ein gebäudematerial |
| CA2697184C (en) * | 2007-06-29 | 2015-10-27 | James Hardie Technology Limited | Multifunctional primers |
| MX2009009144A (es) | 2008-09-02 | 2010-04-30 | Celanese Int Corp | Pinturas de latex de acetato de vinilo/etileno de alta friccion, baja emision. |
| CN101402815B (zh) * | 2008-10-23 | 2011-06-01 | 贝发集团股份有限公司 | 一种用于喷涂细管状竹制品表面的油漆及其喷涂方法 |
| US20120016070A1 (en) * | 2009-03-25 | 2012-01-19 | Daikin Industries Ltd. | Surfactant comprising fluorine-containing polymer |
| US9000069B1 (en) | 2010-07-02 | 2015-04-07 | The Sherwin-Williams Company | Self-stratifying coatings |
| BR112013015240A2 (pt) | 2010-12-17 | 2016-09-13 | Celanese Int Corp | composições aquosas para revestimento de látex |
| EP2791179A1 (de) | 2011-12-15 | 2014-10-22 | Celanese Emulsions GmbH | Polymerdispersionen |
| EP3052573A4 (de) * | 2013-09-30 | 2017-03-22 | CertainTeed Corporation | Schmutzabweisende und flüchtige organische verbindungen entfernende beschichtungen und verwendung davon |
| US9777170B2 (en) | 2014-02-25 | 2017-10-03 | The Chemours Company Tt, Llc | Fluorinated polymer additives derived using hydrophilic chain transfer agents for architectural coatings |
| CN107108847B (zh) | 2014-09-26 | 2021-05-28 | 科慕埃弗西有限公司 | 非氟化或部分氟化的氨基甲酸酯在涂料中的用途 |
| US10391506B2 (en) | 2014-10-28 | 2019-08-27 | 3M Innovative Properties Company | Spray application system components comprising a repellent surface and methods |
| EP3368618B1 (de) | 2015-10-28 | 2020-11-25 | 3M Innovative Properties Company | Für eisbildung anfällige artikel mit abweisender oberfläche |
| BR112018008646A2 (pt) | 2015-10-28 | 2018-10-30 | 3M Innovative Properties Co | componentes de um sistema de aplicação de aspersões que compreende uma superfície repelente e métodos |
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| US5082895A (en) | 1988-12-30 | 1992-01-21 | Doris Wolff | High solids, large particle size latex compositions |
| AT392478B (de) | 1989-09-01 | 1991-04-10 | Vianova Kunstharz Ag | Verwendung von acrylatcopolymerisaten als additive fuer waessrige kationische lacksysteme |
| EP0457610B1 (de) * | 1990-05-17 | 1995-08-23 | Nippon Oil And Fats Co., Ltd. | Ungesättigte Gruppen und Fluor enthaltende Blockcopolymere, Verfahren zur Herstellung davon und Verwendung |
| US5468812A (en) * | 1991-04-02 | 1995-11-21 | Minnesota Mining And Manufacturing Company | Polymerizable fluorochemical surfactants |
| CA2114706A1 (en) | 1993-03-08 | 1994-09-09 | Edward R. Hauser | Stain-resistant latex paint |
| DE19522476A1 (de) | 1995-06-21 | 1997-01-02 | Bayer Ag | Fluor enthaltende Dispergierhilfsmittel für wäßrige Lacke |
| US5688884A (en) | 1995-08-31 | 1997-11-18 | E. I. Du Pont De Nemours And Company | Polymerization process |
| US5827919A (en) | 1995-10-06 | 1998-10-27 | E. I. Du Pont De Nemours And Company | Fluorourethane additives for water-dispersed coating compositions |
| US5948851A (en) * | 1997-11-21 | 1999-09-07 | E. I. Du Pont De Nemours And Company | Coating compositions containing a highly fluorinated polymeric additive |
| JPH11152428A (ja) * | 1997-11-25 | 1999-06-08 | Kansai Paint Co Ltd | 断熱塗装仕上げ方法 |
| DE19836253C1 (de) * | 1998-08-11 | 1999-12-23 | Goldschmidt Ag Th | Endfunktionalisierte Polymethacrylsäureester und deren Verwendung als Dispergiermittel zur Herstellung wäßriger Pigmentpasten |
| DE60042561D1 (de) * | 1999-10-27 | 2009-08-27 | 3M Innovative Properties Co | Fluorochemische sulfonamide tenside |
| AU2001294391A1 (en) | 2000-09-07 | 2002-03-22 | Nederlandse Organisatie Voor Toegepast-Natuurwetenschappijk Onderzoek Tno | Coating compositions containing perfluoropolyether surfactants |
-
2002
- 2002-06-25 US US10/183,176 patent/US7041727B2/en not_active Expired - Lifetime
-
2003
- 2003-05-13 DE DE60315029T patent/DE60315029T2/de not_active Expired - Lifetime
- 2003-05-13 JP JP2004515676A patent/JP2005530888A/ja active Pending
- 2003-05-13 WO PCT/US2003/014831 patent/WO2004000957A1/en active IP Right Grant
- 2003-05-13 AU AU2003230375A patent/AU2003230375A1/en not_active Abandoned
- 2003-05-13 AT AT03724552T patent/ATE367422T1/de not_active IP Right Cessation
- 2003-05-13 BR BR0312055-4A patent/BR0312055A/pt not_active IP Right Cessation
- 2003-05-13 MX MXPA05000118A patent/MXPA05000118A/es active IP Right Grant
- 2003-05-13 CA CA2490503A patent/CA2490503C/en not_active Expired - Fee Related
- 2003-05-13 CN CNB038177447A patent/CN100509972C/zh not_active Expired - Fee Related
- 2003-05-13 EP EP03724552A patent/EP1517969B1/de not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US7041727B2 (en) | 2006-05-09 |
| BR0312055A (pt) | 2005-03-29 |
| EP1517969A1 (de) | 2005-03-30 |
| MXPA05000118A (es) | 2005-04-11 |
| DE60315029D1 (de) | 2007-08-30 |
| CA2490503C (en) | 2011-08-16 |
| US20030236340A1 (en) | 2003-12-25 |
| CN100509972C (zh) | 2009-07-08 |
| CN1671811A (zh) | 2005-09-21 |
| WO2004000957A1 (en) | 2003-12-31 |
| JP2005530888A (ja) | 2005-10-13 |
| DE60315029T2 (de) | 2008-04-10 |
| AU2003230375A1 (en) | 2004-01-06 |
| CA2490503A1 (en) | 2003-12-31 |
| ATE367422T1 (de) | 2007-08-15 |
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